Substituted dithiocarbamates and method of making same



Patented Sept. 3, 1929.

UNITED STATES PATENT OFFICE.

SIDNEY CADWELL, OF LEONIA,' NEW JERSEY, ASSIGNOB TO THE NAUGATUCK CHEMICAL COMPANY, OF NAUGATUCK, CONNECTICUT, A CORPORATION 01 GON- SUBSTITUTED DITEIOCARBAMATES AND METHOD MAKING SAME.

No Drawing.

N-c-spo1 0H; g I 0a 45 grams of dimethylamine are dissolved in 1000 cc. of alcohol and to this solution are added 76 grams of carbon disulphide. To this mixture are then added 40 grams of caustic soda dissolved in a small amount of water, the whole mixture being. kept cool throughout. The result is an alcoholic solution of v sodium dimethyl dithiocarbamate. To this mixture are then added 237 grams of 2-6 dinitro 1,4 dichlorp -benzol and the whole heated to 5060 G. for of an hour. The reaction mixture is then cooled and the product which is the 2-6 dinitro 4 chlorophenyl dimethyl dithiocarbamate crystallizes out. It is filtered from the alcohol, washed free i from sodium chloride and dried. Y 2-6 dinitro 4 chlorophenyl dimethyl dithiocarbamate has a melting point after crystallization from alcohol of 123 C. (uncor- 'rected) The compound is soluble in benzol, acetone, and hot alcohol, but is only slightly soluble in cold alcohol and insoluble in water.

pleted, cooling and separatin Application filed March 2, 1928. Serial No. 258,074.

The same procedure may be employed in making other dialk l derivatives and if desired the compoun s may be made directly from a solution of a dialkyl dithiocarbamate salt instead of forming this reaction product as described in the foregoing procedure.

These compounds ma be used for the acceleration of the vulcanization of rubber.

Having thus described my invention, what I ctlaim and desire to protect by Letters Paten 1s: a

1. As new compounds the 2-6 dinitro 4 chlorophenyl dialkyl dithiocarbamates.

- 2. As new compounds 26 dinitro 4 chloro phenyl dimethyl dithiocarbamates,

3. A method of makin 2-6 dinitro 4 chloro phenyl dialkyl dithiocar amates which comprises treating a solution of a metallic dialkyl dithiocarbamate with 2-6 dinitro 1-4 dichloro benzol, heating until the reaction is comthe product, and purifying it by washing ree from soluble chlorides.

4. A method ofmaking 2-6 dinitro 4 chloro phenyl dimethyl dithiocarbamates which comprises treating a solution of a metallic dimethyl dithiocarbamate with 2-6 dinitro 1-4 dichloro benzol, heating until the reaction is completed, cooling and separating the product, and purifying it by washing free from soluble chlorides.

Signed at New York, county and State of New York, this 23rd day of February, 1928.'

SIDNEY M. CADWELL. 

